Q: Are there any fashionable winter boots that actually have decent traction?

A: Absolutely! Trendy boots can also be water resistant, warm, and supportive. Just remember: Even all-weather pairs require proper care. Nick Valenti, general manager of Top Service Shoe Repair in New York (the O fashion team's go-to spot), recommends applying two light layers of waterproofing spray. It's also a worthy investment to have your cobbler add rubber sole-guards. "Aside from giving you a better grip," says Valenti, "they protect shoes from damaging street salt."